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Homes in Radda in Chianti
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Search results; Over 1,000 homes in Radda in Chianti
Over 1,000 homes in Radda in Chianti
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
Business host
10–17 Oct
10–17 Oct
£3,151
£2,638 total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
Business host
Business host
26–31 Oct
26–31 Oct
£5,704 total
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£5,704 total
4.99 out of 5 average rating, 69 reviews
4.99 (69)
Photo 1 of 25
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
Business host
29 Sept – 4 Oct
29 Sept – 4 Oct
£6,928
£6,241 total
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5.0 out of 5 average rating, 30 reviews
5.0 (30)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
Business host
7–12 Oct
7–12 Oct
£2,390 total
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£2,390 total
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
Individual host
7–12 Nov
7–12 Nov
£1,641
£1,426 total
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Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
Individual host
19–24 Sept
19–24 Sept
£3,132 total
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£3,132 total
4.9 out of 5 average rating, 30 reviews
4.9 (30)
Photo 1 of 29
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
16–21 Sept
16–21 Sept
£2,992 total
Show price breakdown
£2,992 total
New place to stay
New
Photo 1 of 18
Superhost
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
Business host
16–21 Sept
16–21 Sept
£2,320
£1,856 total
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New place to stay
New
Photo 1 of 16
Top guest favourite
Guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
Business host
Business host
20–25 Sept
20–25 Sept
£643 total
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£643 total
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Photo 1 of 29
Superhost
Superhost
Villa in Gaiole in Chianti
Le Granchiaie
Business host
Business host
17–24 Oct
17–24 Oct
£2,734 total
Show price breakdown
£2,734 total
Photo 1 of 24
Flat in Radda in Chianti
Cottage
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£879 total
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£879 total
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
Individual host
2–7 Oct
2–7 Oct
£3,697 total
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£3,697 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Photo 1 of 29
Home in Gaiole in Chianti
Borgo di Gaiole – Stylish Home in Chianti
Individual host
Individual host
19–24 Oct
19–24 Oct
£1,731 total
Show price breakdown
£1,731 total
Free cancellation
Photo 1 of 18
Top guest favourite
Guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
Business host
Business host
27 Oct – 1 Nov
27 Oct – 1 Nov
£1,032 total
Show price breakdown
£1,032 total
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
Individual host
18–23 Sept
18–23 Sept
£6,398
£4,162 total
Show price breakdown
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Photo 1 of 29
Superhost
Superhost
Apartment in Gaiole in Chianti
Casa Livio, a garden with a view
Business host
Business host
10–15 Oct
10–15 Oct
£1,187 total
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£1,187 total
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£3,087
£2,707 total
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5.0 out of 5 average rating, 50 reviews
5.0 (50)
Photo 1 of 29
Luxe
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
Business host
Business host
16–21 Oct
16–21 Oct
£11,901
£10,627 total
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5.0 out of 5 average rating, 22 reviews
5.0 (22)
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